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CS-W001157 4
Total: USD 88.00

N2,N6-Bis(tert-butoxycarbonyl)-D-lysine

  • CAS No. 65360-27-2

  • Cat. No. CS-W019314
  • Purity≥95%
  • MDL No.MFCD00076960

*For research and further manufacturing use only, not for direct human use.

N2,N6-Bis(tert-butoxycarbonyl)-D-lysine|CS-W019314

Structure of 65360-27-2

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General Information

  • CAS No. 65360-27-2
  • Cat. No. CS-W019314
  • Purity ≥95%
  • MDL No. MFCD00076960
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₃₀N₂O₆
  • Molecular Weight 346.42
  • Synonym(s) None
  • SMILES O=C(O)[C@H](NC(OC(C)(C)C)=O)CCCCNC(OC(C)(C)C)=O

Description

N2,N6-Bis(tert-butoxycarbonyl)-D-lysine is a protected D-amino acid derivative featuring two tert-butoxycarbonyl groups at the α-amino and ε-amino positions. This configuration enables stable incorporation into peptide chains during solid-phase synthesis, offering enhanced solubility and resistance to racemization under standard conditions. The bulky tert-butyl groups provide steric shielding, minimizing side reactions during coupling steps.

Application

N2,N6-Bis(tert-butoxycarbonyl)-D-lysine serves as a protected D-lysine building block for solid-phase peptide synthesis and the construction of bioactive heterocyclic scaffolds. The Boc groups provide excellent stability under basic conditions and facilitate selective deprotection, enabling orthogonal functionalization in complex peptide architectures. Its bench-stable nature and compatibility with standard coupling protocols make it ideal for iterative synthesis workflows in medicinal chemistry and API development.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   113.96
  • LogP   2.6593
  • H_Acceptors   5
  • H_Donors   3
  • Rotatable_Bonds   7

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